Christmas Vacation Rentals

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Dreaming of a Christmas filled with sunshine, ocean breezes, and unforgettable family memories? Hilton Head Island offers a unique holiday experience where festive traditions meet the beauty of the South Carolina coast. From dazzling light displays and holiday events to peaceful beach walks and cozy family gatherings, Christmas on Hilton Head Island is the perfect escape from the hustle and bustle of the season.

Whether you're planning a family reunion, a romantic holiday getaway, or simply looking to trade snow for sand, Hilton Head Island provides the ideal setting to celebrate Christmas in a relaxed and memorable way.

Throughout the holiday season, Hilton Head Island transforms into a festive coastal destination. Shopping centers, marinas, and neighborhoods are decorated with sparkling lights, beautifully decorated Christmas trees, and seasonal displays that capture the spirit of the holidays.

Visitors can enjoy holiday concerts, festive performances, seasonal markets, and family-friendly events that bring the community together. Many local attractions offer special Christmas programming, making it easy to fill your itinerary with memorable holiday experiences while still enjoying the island's laid-back atmosphere.

165 properties available

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Ocean One is a premier property located in Hilton Head\'s Famous South Forest Beach. It is gorgeous and will blow you away with comfort, style & the entire beach experience! It is a 4 bedroom Oceanfront Condo. 2 of the 4 bedrooms face the ocean - each with a King Size bed. Stroll out of the living room glass slider onto the ocean front patio facin

1st Floor Oceanfront

Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #028602

Ocean One 101

Villa

Total Price: $3,436^.10

5 HIGH RIGGER This highly rated recently updated 2nd Row Ocean Home is just steps from the beach and features 4 bedrooms & 4 1/2 baths. This home includes two renovated Master Suites, its own Private Pool & Spa with new deck, adjacent Beach Walk and grilling area. Free expanded Wi-Fi to support online work/school. Updates include New Flooring |

HOT 13

Highrigger 5

Palmetto Dunes

Total Price: $8,079^.23

Courtside 10 has been remodeled in 2018 with all new furniture, new flooring, new appliances, new bedding and decor, new bathrooms and a brand new kitchen with quartz counters. This fresh update makes this unit one of the best offered at Courtside. Flat Screen TV\'s and Wireless internet gives you all the comforts of home. This unit is a ground

HOT 11

Courtside 10

Villa

Total Price: $1,046^.49

Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocean One 422 enjoy a landscape view and won\'t have to cross a street to reach the oceanfront pool or the Atlantic. 4th floor ocean-side condo sleeps 8 people with comfort. King bed in the master bedroom, two queens in bedroom 2, t

4th Floor

Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #

Ocean One 422

Villa

Total Price: $1,746^.53

Courtside 62 is a 3 story upstairs townhouse with 3 bedrooms and 3 1/2 baths. The top floor (3rd) is a large primary suite. Courtside is next to the world famous Van Deer Meer tennis center and 1.5 blocks from the beach (5 to 7 minute walk). Guests at Courtside have access to Tennis Court time at Van Der Meer Tennis Center located adjacent to the

Complex Pool

Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #073704

Courtside 62

Villa

Total Price: $1,699^.07

With decks off the living room and master bedroom, guests staying in Ocean One 203 enjoy panoramic views of the Atlantic Ocean and its white sandy beaches. After hours in the surf, vacationers rinse under the outdoor shower located on the complex\'s private beach walkway and then dip into the oceanfront swimming pool. Ocean One has added a brand n

2nd Floor Oceanfront

Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #028691

Ocean One 203

Villa

Total Price: $2,497^.58

308 SHOREWOOD Ideal for beach lovers, this charming 3rd floor villa offers exceptional Oceanfront views and is within easy walking distance to Coligny Plaza with more than 60 shops & restaurants. The Oceanfront Master bedroom offers a King bed & Private Bath and the Guest bedroom has 2 Twin beds & Private Bath. The villa offers an oceanfront Livin

HOT 10

Shorewood 308

Forest Beach

Total Price: $2,494^.80

481 CAPTAINS WALK The Captains Walk villas offer sensational Oceanfront views, a Private Oceanfront Balcony plus an Oceanfront Pool and Baby Pool. Situated on the 5th (top) floor, with Panoramic Oceanfront Views, the Private Balcony is accessible from the Living Room as well as the Oceanfront Master Bedroom. This nicely appointed villa is comf

HOT 15

Captains Walk 481

Palmetto Dunes

Total Price: $2,252^.25

New Furniture, Lovely & Updated, New Windows & Slider. Gorgeous Brand New Kitchen in 2018 Surf Court 66 is a two-story townhouse, one flight above street level. King bed in master bedroom, two double beds in bedroom 2, living room sleeper sofa,. This propety is 1.5 blocks from the beach and from Van der Meer Tennis Center. Vacationers seeking a go

Complex Pool

Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #075480

Surf Court 66

Townhouse

Total Price: $969^.37

Completely renovated and newly decorated two bedroom two and a half bathroom townhome ready for your stay. Tennismaster condominiums are within the gated community of Shipyard, a private residential and resort community. The complex is close to the Atlantic Ocean, and the Van der Meer Tennis Center. Guests staying at Tennismaster 204 can easily wal

Townhouse

Professionally Managed By Seashore Vacations - Town of Hilton Head Island Rental Permit #030164

Tennismaster 204

Townhouse

Total Price: $1,205^.25

Welcome to 146 Windward Village in Shipyard Resort on beautiful Hilton Head Island! This elevated townhouse is a secluded gem, offering a comfortable stay for our guests. Situated just 2 miles away from the Shipyard Beach Club, you\'ll have quick and easy access to the pristine sandy shores and sparkling blue waters Hilton Head Island is known

Complex Pool

Professionally Managed By Hilton Head Rentals - Town of Hilton Head Island Vacation Rental Permit #050250

Windward Village 146

Shipyard

Total Price: $1,205^.95

2 WILLOW OAK Situated on the 8th Tee of of the new Atlantic Dunes Course in Sea Pines, this single level home offers a variety of amenities including Two Living Areas, a Spacious kitchen with Center Island, Library with Single Sleep Sofa, Screened Porch & Private Pool. Vaulted beamed ceilings accent the home which features hardwood floors, 4 Flat

HOT 13

Willow Oak 2

Sea Pines Resort

Total Price: $4,273^.50

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